CA2681005C - Spiro substituted compounds as angiogenesis inhibitors - Google Patents
Spiro substituted compounds as angiogenesis inhibitors Download PDFInfo
- Publication number
- CA2681005C CA2681005C CA2681005A CA2681005A CA2681005C CA 2681005 C CA2681005 C CA 2681005C CA 2681005 A CA2681005 A CA 2681005A CA 2681005 A CA2681005 A CA 2681005A CA 2681005 C CA2681005 C CA 2681005C
- Authority
- CA
- Canada
- Prior art keywords
- yloxy
- methoxy
- naphthamide
- methoxyquinolin
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 105
- 125000003003 spiro group Chemical group 0.000 title abstract description 6
- 229940121369 angiogenesis inhibitor Drugs 0.000 title description 3
- 239000004037 angiogenesis inhibitor Substances 0.000 title description 3
- 238000000034 method Methods 0.000 claims abstract description 30
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 17
- 239000004480 active ingredient Substances 0.000 claims abstract description 9
- 238000011282 treatment Methods 0.000 claims abstract description 9
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 8
- 230000033115 angiogenesis Effects 0.000 claims abstract description 7
- 230000008569 process Effects 0.000 claims abstract description 4
- 125000003118 aryl group Chemical group 0.000 claims description 44
- -1 C1-C6 alkylcyano Chemical group 0.000 claims description 34
- 229910052736 halogen Inorganic materials 0.000 claims description 29
- 150000002367 halogens Chemical class 0.000 claims description 28
- 125000000623 heterocyclic group Chemical group 0.000 claims description 27
- 150000003839 salts Chemical class 0.000 claims description 21
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 18
- 229910052757 nitrogen Inorganic materials 0.000 claims description 15
- 229920006395 saturated elastomer Polymers 0.000 claims description 14
- 125000001424 substituent group Chemical group 0.000 claims description 14
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 13
- 125000005842 heteroatom Chemical group 0.000 claims description 13
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 12
- 229910052717 sulfur Inorganic materials 0.000 claims description 12
- 125000002619 bicyclic group Chemical group 0.000 claims description 6
- 125000002837 carbocyclic group Chemical group 0.000 claims description 5
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 4
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 4
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 4
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- 125000006413 ring segment Chemical group 0.000 claims description 4
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- OKCAQSBIEULQOE-UHFFFAOYSA-N 6-[7-[[1-(dimethylamino)cyclopropyl]methoxy]-6-methoxyquinolin-4-yl]oxy-n-methylnaphthalene-1-carboxamide Chemical compound C=1C=C2C(C(=O)NC)=CC=CC2=CC=1OC(C1=CC=2OC)=CC=NC1=CC=2OCC1(N(C)C)CC1 OKCAQSBIEULQOE-UHFFFAOYSA-N 0.000 claims description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 2
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- JSBPPKYQNDSZBF-UHFFFAOYSA-N 6-[7-[(1-aminocyclopropyl)methoxy]-6-methoxyquinolin-4-yl]oxy-n-(5-methyl-1,2-oxazol-3-yl)naphthalene-1-carboxamide Chemical compound C1=CN=C2C=C(OCC3(N)CC3)C(OC)=CC2=C1OC(C=C1C=CC=2)=CC=C1C=2C(=O)NC=1C=C(C)ON=1 JSBPPKYQNDSZBF-UHFFFAOYSA-N 0.000 claims 1
- XUEWKCNTNJEAJD-UHFFFAOYSA-N 6-[7-[(1-aminocyclopropyl)methoxy]-6-methoxyquinolin-4-yl]oxy-n-[4-chloro-3-(trifluoromethyl)phenyl]naphthalene-1-carboxamide Chemical compound C1=CN=C2C=C(OCC3(N)CC3)C(OC)=CC2=C1OC(C=C1C=CC=2)=CC=C1C=2C(=O)NC1=CC=C(Cl)C(C(F)(F)F)=C1 XUEWKCNTNJEAJD-UHFFFAOYSA-N 0.000 claims 1
- BFDJMPCVTRDRHV-UHFFFAOYSA-N 6-[7-[(1-aminocyclopropyl)methoxy]-6-methoxyquinolin-4-yl]oxy-n-cyclopropylnaphthalene-1-carboxamide Chemical compound C1=CN=C2C=C(OCC3(N)CC3)C(OC)=CC2=C1OC(C=C1C=CC=2)=CC=C1C=2C(=O)NC1CC1 BFDJMPCVTRDRHV-UHFFFAOYSA-N 0.000 claims 1
- LGNCLARLNQJBKK-UHFFFAOYSA-N 6-[7-[[1-(dimethylamino)cyclopropyl]methoxy]-6-methoxyquinolin-4-yl]oxy-n-(3-methyl-1,2-oxazol-5-yl)naphthalene-1-carboxamide Chemical compound C1=CN=C2C=C(OCC3(CC3)N(C)C)C(OC)=CC2=C1OC(C=C1C=CC=2)=CC=C1C=2C(=O)NC1=CC(C)=NO1 LGNCLARLNQJBKK-UHFFFAOYSA-N 0.000 claims 1
- RCOLDTAZOCQWAI-UHFFFAOYSA-N 6-[7-[[1-(dimethylamino)cyclopropyl]methoxy]-6-methoxyquinolin-4-yl]oxy-n-(5-methyl-1,2-oxazol-3-yl)naphthalene-1-carboxamide Chemical compound C1=CN=C2C=C(OCC3(CC3)N(C)C)C(OC)=CC2=C1OC(C=C1C=CC=2)=CC=C1C=2C(=O)NC=1C=C(C)ON=1 RCOLDTAZOCQWAI-UHFFFAOYSA-N 0.000 claims 1
- HTGSUVFUPZHYPK-UHFFFAOYSA-N benzyl n-[1-[[4-[5-(cyclopropylcarbamoyl)naphthalen-2-yl]oxy-6-methoxyquinolin-7-yl]oxymethyl]cyclopropyl]carbamate Chemical compound C1=CN=C2C=C(OCC3(CC3)NC(=O)OCC=3C=CC=CC=3)C(OC)=CC2=C1OC(C=C1C=CC=2)=CC=C1C=2C(=O)NC1CC1 HTGSUVFUPZHYPK-UHFFFAOYSA-N 0.000 claims 1
- AWDOLDSJAALBNQ-UHFFFAOYSA-N benzyl n-[1-[[6-methoxy-4-[5-(methylcarbamoyl)naphthalen-2-yl]oxyquinolin-7-yl]oxymethyl]cyclopropyl]carbamate Chemical compound C=1C=C2C(C(=O)NC)=CC=CC2=CC=1OC(C1=CC=2OC)=CC=NC1=CC=2OCC1(NC(=O)OCC=2C=CC=CC=2)CC1 AWDOLDSJAALBNQ-UHFFFAOYSA-N 0.000 claims 1
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 claims 1
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- HAZZKCHRCFPXII-UHFFFAOYSA-N n-cyclopropyl-6-[7-[[1-(dimethylamino)cyclopropyl]methoxy]-6-methoxyquinolin-4-yl]oxynaphthalene-1-carboxamide Chemical compound C1=CN=C2C=C(OCC3(CC3)N(C)C)C(OC)=CC2=C1OC(C=C1C=CC=2)=CC=C1C=2C(=O)NC1CC1 HAZZKCHRCFPXII-UHFFFAOYSA-N 0.000 claims 1
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- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/14—Vasoprotectives; Antihaemorrhoidals; Drugs for varicose therapy; Capillary stabilisers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Vascular Medicine (AREA)
- Hematology (AREA)
- Rheumatology (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Obesity (AREA)
- Emergency Medicine (AREA)
- Ophthalmology & Optometry (AREA)
- Dermatology (AREA)
- Reproductive Health (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Quinoline Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US89469307P | 2007-03-14 | 2007-03-14 | |
| US60/894,693 | 2007-03-14 | ||
| US94169907P | 2007-06-04 | 2007-06-04 | |
| US60/941,699 | 2007-06-04 | ||
| US12/036,245 US8163923B2 (en) | 2007-03-14 | 2008-02-23 | Spiro substituted compounds as angiogenesis inhibitors |
| US12/036,245 | 2008-02-23 | ||
| PCT/US2008/054817 WO2008112408A1 (en) | 2007-03-14 | 2008-02-24 | Spiro substituted compounds as angiogenesis inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2681005A1 CA2681005A1 (en) | 2008-09-18 |
| CA2681005C true CA2681005C (en) | 2017-06-06 |
Family
ID=39759894
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2681005A Active CA2681005C (en) | 2007-03-14 | 2008-02-24 | Spiro substituted compounds as angiogenesis inhibitors |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US8163923B2 (ko) |
| EP (1) | EP2125777B1 (ko) |
| JP (1) | JP5441722B2 (ko) |
| KR (2) | KR101540421B1 (ko) |
| CN (1) | CN101558055B (ko) |
| AU (1) | AU2008226667B2 (ko) |
| BR (1) | BRPI0808764B8 (ko) |
| CA (1) | CA2681005C (ko) |
| CY (1) | CY1114092T1 (ko) |
| DK (1) | DK2125777T3 (ko) |
| ES (1) | ES2416711T3 (ko) |
| HR (1) | HRP20130633T1 (ko) |
| IL (1) | IL200854A (ko) |
| ME (1) | ME02323B (ko) |
| MX (1) | MX2009009843A (ko) |
| NZ (1) | NZ579619A (ko) |
| PL (1) | PL2125777T3 (ko) |
| PT (1) | PT2125777E (ko) |
| RS (1) | RS52853B (ko) |
| SI (1) | SI2125777T1 (ko) |
| WO (1) | WO2008112408A1 (ko) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8163923B2 (en) * | 2007-03-14 | 2012-04-24 | Advenchen Laboratories, Llc | Spiro substituted compounds as angiogenesis inhibitors |
| US8148532B2 (en) * | 2007-03-14 | 2012-04-03 | Guoqing Paul Chen | Spiro substituted compounds as angiogenesis inhibitors |
| RU2011119478A (ru) * | 2008-10-14 | 2012-11-27 | Нин Си | Соединения и способы применения |
| IT1393351B1 (it) | 2009-03-16 | 2012-04-20 | Eos Ethical Oncology Science Spa In Forma Abbreviata Eos Spa | Procedimento per la preparazione della 6-(7-((1-amminociclopropil)metossi)-6-metossichinolin-4-ilossi)-n-metil-1-naftammide e suoi intermedi di sintesi |
| EP2423208A1 (en) * | 2010-08-28 | 2012-02-29 | Lead Discovery Center GmbH | Pharmaceutically active compounds as Axl inhibitors |
| US8664244B2 (en) * | 2010-09-12 | 2014-03-04 | Advenchen Pharmaceuticals, LLC | Compounds as c-Met kinase inhibitors |
| JP6026441B2 (ja) | 2011-03-04 | 2016-11-16 | グラクソスミスクライン、インテレクチュアル、プロパティー、ディベロップメント、リミテッドＧｌａｘｏｓｍｉｔｈｋｌｉｎｅ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ Ｄｅｖｅｌｏｐｍｅｎｔ Ｌｉｍｉｔｅｄ | キナーゼ阻害剤としてのアミノキノリン |
| TWI547494B (zh) | 2011-08-18 | 2016-09-01 | 葛蘭素史克智慧財產發展有限公司 | 作為激酶抑制劑之胺基喹唑啉類 |
| TW201425307A (zh) | 2012-09-13 | 2014-07-01 | Glaxosmithkline Llc | 作為激酶抑制劑之胺基－喹啉類 |
| AR092529A1 (es) | 2012-09-13 | 2015-04-22 | Glaxosmithkline Llc | Compuesto de aminoquinazolina, composicion farmaceutica que lo comprende y uso de dicho compuesto para la preparacion de un medicamento |
| MX2015008543A (es) * | 2013-01-18 | 2015-11-16 | Advenchen Pharmaceuticals Llc | Proceso para preparar el agente antitumoral 6-(7-((1-aminoaciclopr opil)metoxi)-6-metoxiquinolin-4-iloxi)-n-metil-1-naftamida y su cristalino. |
| EP2958911B1 (en) | 2013-02-21 | 2017-10-18 | GlaxoSmithKline Intellectual Property Development Limited | Quinazolines as kinase inhibitors |
| FR3009497B1 (fr) * | 2013-08-09 | 2015-08-07 | Servier Lab | Nouvelle association entre le 6-({7-[(1-aminocyclopropyl)methoxy]-6-methoxyquinolein-4-yl}oxy)-n-methylnaphtalene-1-carboxamide et un anti-oestrogene dans le cancer du sein |
| WO2015144804A1 (en) | 2014-03-26 | 2015-10-01 | Astex Therapeutics Ltd | Combinations |
| CN105311029A (zh) | 2014-06-06 | 2016-02-10 | 正大天晴药业集团股份有限公司 | 抗肿瘤活性的喹啉衍生物 |
| CN105311030B (zh) | 2014-06-06 | 2020-03-24 | 正大天晴药业集团股份有限公司 | 用于抗肿瘤的螺取代化合物 |
| AU2015290007B2 (en) | 2014-07-14 | 2019-11-21 | Advenchen Pharmaceuticals, Nanjing Ltd. | Fused quinoline compunds as pi3k, mTor inhibitors |
| SI3198033T1 (sl) | 2014-09-26 | 2022-06-30 | Janssen Pharmaceutica Nv | Uporaba panelov FGRF-mutantnih genov pri identificiranju rakavih pacientov, ki bodo odzivni na zdravljenje z zaviralcem FGRF |
| AU2015360095B2 (en) | 2014-12-09 | 2020-02-27 | Advenchen Laboratories Nanjing Ltd | Quinoline derivative against non-small cell lung cancer |
| JOP20200201A1 (ar) | 2015-02-10 | 2017-06-16 | Astex Therapeutics Ltd | تركيبات صيدلانية تشتمل على n-(3.5- ثنائي ميثوكسي فينيل)-n'-(1-ميثيل إيثيل)-n-[3-(ميثيل-1h-بيرازول-4-يل) كينوكسالين-6-يل]إيثان-1.2-ثنائي الأمين |
| US10478494B2 (en) | 2015-04-03 | 2019-11-19 | Astex Therapeutics Ltd | FGFR/PD-1 combination therapy for the treatment of cancer |
| US9751859B2 (en) * | 2015-05-04 | 2017-09-05 | Advenchen Pharmaceuticals, LLC | Process for preparing an anti-cancer agent, 1-((4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxyquinolin-7-yloxy)methyl)cyclopropanamine, its crystalline form and its salts |
| CN108601773A (zh) | 2015-07-11 | 2018-09-28 | 南京爱德程医药科技有限公司 | 作为pi3k/mtor抑制剂的稠合喹啉化合物 |
| CN106543143B (zh) * | 2015-09-22 | 2019-03-22 | 合肥中科普瑞昇生物医药科技有限公司 | 一类新型的flt3激酶抑制剂及其用途 |
| BR112018006873A2 (pt) | 2015-10-05 | 2018-11-06 | The Trustees Of Columbia University In The City Of New York | ativadores do fluxo autofágico e fosfolipase d e depuração de agregados de proteína incluindo tau e tratamento de proteinopatias |
| CN107296811B (zh) | 2016-04-15 | 2022-12-30 | 正大天晴药业集团股份有限公司 | 一种用于治疗胃癌的喹啉衍生物 |
| JOP20190280A1 (ar) | 2017-06-02 | 2019-12-02 | Janssen Pharmaceutica Nv | مثبطات fgfr2 لعلاج سرطان الأوعية الصفراوية |
| EP3766870B1 (en) | 2018-03-02 | 2023-09-27 | Chia Tai Tianqing Pharmaceutical Group Co., Ltd. | Crystal of compound as c-met kinase inhibitor and preparation method therefor and use thereof |
| CN110483393A (zh) * | 2018-05-14 | 2019-11-22 | 上海海和药物研究开发有限公司 | 德立替尼的晶型 |
| CN110551065B (zh) * | 2018-06-01 | 2021-02-26 | 海创药业股份有限公司 | 氘代Lucitanib化合物及其用途 |
| AU2019342289A1 (en) | 2018-09-21 | 2021-03-18 | Janssen Pharmaceutica Nv | Treatment of cholangiocarcinoma |
| EP3903828A4 (en) | 2018-12-21 | 2022-10-05 | Daiichi Sankyo Company, Limited | COMBINATION OF AN ANTIBODY-DRUG CONJUGATE AND A KINASE INHIBITOR |
| BR112021019446A2 (pt) | 2019-03-29 | 2021-11-30 | Janssen Pharmaceutica Nv | Inibidores de tirosina quinase fgfr para o tratamento de carcinoma urotelial |
| JOP20210260A1 (ar) | 2019-03-29 | 2023-01-30 | Janssen Pharmaceutica Nv | مثبطات كيناز تيروسين مستقبل عامل نمو الأرومة الليفية لمعالجة كارسينوما الظهارة البولية |
| CN112778217B (zh) * | 2019-11-08 | 2024-01-26 | 沈阳化工研究院有限公司 | 一种喹唑啉类化合物及其应用 |
| MX2022009905A (es) | 2020-02-12 | 2022-08-25 | Janssen Pharmaceutica Nv | Inhibidores de la tirosina?cinasa fgfr para el tratamiento del cancer de vejiga sin invasion muscular de riesgo alto. |
| TW202140012A (zh) | 2020-02-12 | 2021-11-01 | 比利時商健生藥品公司 | 用於治療尿路上皮癌的ｆｇｆｒ酪胺酸激酶抑制劑和抗ｐｄ１藥劑 |
| EP4210702A1 (en) | 2020-09-14 | 2023-07-19 | JANSSEN Pharmaceutica NV | Fgfr inhibitor combination therapies |
| CN115227675A (zh) * | 2021-04-22 | 2022-10-25 | 南京爱德程医药科技有限公司 | 一种含有德立替尼的药物组合物 |
| EP4340840A1 (en) | 2021-05-19 | 2024-03-27 | JANSSEN Pharmaceutica NV | Fgfr tyrosine kinase inhibitors for the treatment of advanced solid tumors |
| CA3237696A1 (en) | 2021-11-08 | 2023-05-11 | Progentos Therapeutics, Inc. | Platelet-derived growth factor receptor (pdgfr) alpha inhibitors and uses thereof |
| WO2023228095A1 (en) | 2022-05-24 | 2023-11-30 | Daiichi Sankyo Company, Limited | Dosage regimen of an anti-cdh6 antibody-drug conjugate |
| CN115160221A (zh) * | 2022-07-26 | 2022-10-11 | 上海歆贻医药科技有限公司 | 德立替尼晶型化合物和用途 |
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| TW200420542A (en) | 2002-08-23 | 2004-10-16 | Kirin Brewery | A compound having TGF β inhibition activity and a medicinal composition containing the same |
| US7129252B2 (en) * | 2003-06-16 | 2006-10-31 | Guoqing P Chen | Six membered amino-amide derivatives an angiogenisis inhibitors |
| MXPA06005024A (es) | 2003-11-06 | 2006-07-06 | Pfizer Prod Inc | Combinaciones de inhibidor de erbb2 selectivo/anticuerpos anti-erbb en el tratamiento del cancer. |
| GEP20084572B (en) | 2003-12-23 | 2008-12-25 | Pfizer | Novel quinoline derivatives |
| EP1711495A2 (en) | 2004-01-23 | 2006-10-18 | Amgen Inc. | Quinoline, quinazoline, pyridine and pyrimidine counds and their use in the treatment of inflammation, angiogenesis and cancer |
| KR100735639B1 (ko) | 2004-12-29 | 2007-07-04 | 한미약품 주식회사 | 암세포 성장 억제 효과를 갖는 퀴나졸린 유도체 및 이의제조방법 |
| US8163923B2 (en) * | 2007-03-14 | 2012-04-24 | Advenchen Laboratories, Llc | Spiro substituted compounds as angiogenesis inhibitors |
| US8148532B2 (en) * | 2007-03-14 | 2012-04-03 | Guoqing Paul Chen | Spiro substituted compounds as angiogenesis inhibitors |
-
2008
- 2008-02-23 US US12/036,245 patent/US8163923B2/en active Active
- 2008-02-24 PT PT87305900T patent/PT2125777E/pt unknown
- 2008-02-24 WO PCT/US2008/054817 patent/WO2008112408A1/en active Application Filing
- 2008-02-24 AU AU2008226667A patent/AU2008226667B2/en active Active
- 2008-02-24 KR KR1020097019020A patent/KR101540421B1/ko active IP Right Grant
- 2008-02-24 ES ES08730590T patent/ES2416711T3/es active Active
- 2008-02-24 CN CN200880000747.XA patent/CN101558055B/zh active Active
- 2008-02-24 BR BRPI0808764A patent/BRPI0808764B8/pt active IP Right Grant
- 2008-02-24 NZ NZ579619A patent/NZ579619A/en unknown
- 2008-02-24 MX MX2009009843A patent/MX2009009843A/es active IP Right Grant
- 2008-02-24 CA CA2681005A patent/CA2681005C/en active Active
- 2008-02-24 JP JP2009553673A patent/JP5441722B2/ja active Active
- 2008-02-24 PL PL08730590T patent/PL2125777T3/pl unknown
- 2008-02-24 RS RS20130286A patent/RS52853B/en unknown
- 2008-02-24 EP EP08730590.0A patent/EP2125777B1/en active Active
- 2008-02-24 SI SI200830992T patent/SI2125777T1/sl unknown
- 2008-02-24 ME MEP-2016-17A patent/ME02323B/me unknown
- 2008-02-24 DK DK08730590.0T patent/DK2125777T3/da active
- 2008-02-24 KR KR20157008029A patent/KR20150039889A/ko not_active Application Discontinuation
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- 2009-09-10 IL IL200854A patent/IL200854A/en active IP Right Grant
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2012
- 2012-03-05 US US13/411,874 patent/US8513283B2/en active Active
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- 2013-06-28 CY CY20131100526T patent/CY1114092T1/el unknown
- 2013-07-05 HR HRP20130633AT patent/HRP20130633T1/hr unknown
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| Publication | Publication Date | Title |
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| CA2681005C (en) | Spiro substituted compounds as angiogenesis inhibitors | |
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| CA2733250C (en) | Compounds as kinase inhibitors |
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